Methanol → HCID 178479568, compound

HRID 1251359Notes

Reaction equation

HRID 1251359 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][Cl:5].[NH2:10][C:11]([NH2:13])=[S:12].CO>C(OCC)C>[ClH:5].[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][NH+:10]=[C:11]([NH2:13])[SH:12]

Participants

5

Reactant 3

HCID 887MethanolHCID 9580Benzene, 1-(chloromethyl)-2-fluoro-HCID 2723790Thiourea

Product 1

HCID 178479568HCID 178479568, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-Fluorobenzyl chloride (125 g, 0.86 mole, Aldrich), thiourea (66 g, 0.87 mole) and 200 mL of methanol were refluxed for 2 hours under nitrogen. The reaction was cooled and the volume was reduced to ˜40 mL. The slurry was poured into 1 liter of diethyl ether. The resulting white solid was filtered and dried under vacuum to give 184.5 g (97 %) of the title compound as a white solid.

Workup

  1. temperatureThe reaction was cooled
  2. filtrationThe resulting white solid was filtered
  3. customdried under vacuum

Sources & evidence

ORD record
ord-f4b94c1a2d2c4abf853dd588d9fb3fdf
Source dataset
uspto-grants-2002_01
Patent number
US06342504B1

Reaction notes

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